Pular para o conteúdo
Merck

Activation of TMSCN by N-heterocyclic carbenes for facile cyanosilylation of carbonyl compounds.

The Journal of organic chemistry (2006-01-28)
Jinhua J Song, Fabrice Gallou, Jonathan T Reeves, Zhulin Tan, Nathan K Yee, Chris H Senanayake
RESUMO

N-Heterocyclic carbenes were found to be highly effective organocatalysts in activating TMSCN for facile cyanosilylation of carbonyl compounds. Cyano transfer from TMSCN to aldehydes and ketones proceeds at room temperature in the presence of only 0.01-0.5 mol % of N-heterocyclic carbene (1), leading to a range of trimethylsilylated cyanohydrins in very good to excellent yields. These conditions are extremely mild and simple and tolerate various functional groups.

MATERIAIS
Número do produto
Marca
Descrição do produto

Sigma-Aldrich
Trimethylsilyl cyanide, 98%
Sigma-Aldrich
Trimethylsilyl cyanide, technical, ≥95% (GC)